CN109879758A - A kind of sun-proof molecule and application and suncream - Google Patents
A kind of sun-proof molecule and application and suncream Download PDFInfo
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- CN109879758A CN109879758A CN201711275528.XA CN201711275528A CN109879758A CN 109879758 A CN109879758 A CN 109879758A CN 201711275528 A CN201711275528 A CN 201711275528A CN 109879758 A CN109879758 A CN 109879758A
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Abstract
A kind of sun-proof molecule of new and effective UVB based on natural sun-prevention molecular modification is related to the preparation of the sun-proof molecule of a kind of efficient UVB.The present invention is modified in the sun-proof molecule sinapic acid structure in naturally occurring plant, changes its extinction wave band, is enhanced absorbing ability, while accelerating its speed for converting light energy into thermal energy, is a kind of sun-proof molecule of excellent performance.
Description
Technical field
The present invention relates to cosmetic fields, and in particular to a kind of sun-proof molecule and application and suncream.
Background technique
As the development of social economy and people live plentiful, the demand of out on tours is increasing；Sunbath simultaneously
Also it becomes more and more popular, each of which increases the probability of exposure under ultraviolet light.Ultraviolet light in sunlight can be divided into UVC wave band
(200-275nm), UVB wave band (275-320nm), UVA wave band (320-400nm), the light almost all of the UVC wave band in daylight
It is absorbed by ozone layer；The wide part of UVB wave band is absorbed by ozone layer, earth surface can be only reached less than 2%, in summer
In the afternoon can be especially strong, UVB ultraviolet light has erythema effect to human body, and long-term or excessive exposure can enable skin tanning, and draw
Red and swollen decortication is played, and UVB ultraviolet light can directly be reacted with DNA, destroys DNA so as to cause cutaneum carcinoma.UVA wave band is ultraviolet light
The middle highest wave band of content, while the penetrability of the ultraviolet light of UVA wave band can penetrate more by force cloud layer, glass, can be penetrated into relatively deep
The skin corium of layer can generate reactive oxygen species with the substance reaction in cell, and long-term irradiation can lead to skin aging, wrinkle, length
Spot or even cutaneum carcinoma, and injuring can long-term chronic accumulation.Sun-proof main means outdoor at present have using parasols, sun protection clothing,
Suncream.It the use of suncream is wherein more convenient and practical method.
The main sun-prevention component of suncream has oxybenzone, Homosalate etc. currently on the market (structural formula is shown in Fig. 1 a, 1b).Mesh
The high spf value of preceding suncream is using effective sun-prevention component of high concentration as cost mostly, and the sun-prevention component of such high concentration can
Skin allergy can be will lead to or be absorbed by the body.The suncream molecule for developing strong absorbing ability is just particularly important.Simultaneously
The speed of the process for converting light energy into thermal energy after the absorption ultraviolet light of suncream molecule is also to judge sun-proof molecule superiority and inferiority
One standard, faster conversion illustrate that this sun-proof molecule is safer, develop a kind of with quickly converting the luminous energy of absorption to
The sun-proof molecule of thermal energy ability is also particularly important.
Summary of the invention
The present invention is directed to appeal problem, develops and a kind of with strong absorbing ability and quickly converts light energy into preventing for thermal energy
Shine white molecule.In the creams that mass fraction is 10%, the spf value of this sun-proof molecule is greater than 10；In methanol solution, this sun-proof point
The lifetime of excited state of son is less than 2ps, i.e. the time that the luminous energy of absorption is converted into thermal energy is less than 2ps by this sun-proof molecule.
The present invention adopts the following technical scheme: in the sun-prevention component sinapic acid (sanipic being naturally present in plant
Acid it is modified on structural formula), changes the absorption bands and molar absorption coefficient of molecule by modification, while accelerating it will
Luminous energy is converted into the speed of thermal energy.
The general formula of the suncream molecule is
In general formula I, R1、R2、R3For H or alkyl, R4, R5, R6For aryl or hetero atom substituents.R1、R2、R3For alkyl
When, generally C1~C20Alkyl, most preferably C1~C10Alkyl；R4, R5, R6When for aryl, generally C1~C20Aryl,
Most preferably C1~C10Aryl；R4, R5, R6It is sulfonic group, carboxyl, hydroxyl, halogen, methoxyl group, ammonia when for hetero atom substituents
Base, amido, alkoxy, cyano or nitro.
The compound that above-mentioned general formula I indicates is applied to sun-proof field of making up, and has good extinction in UVB wavelength band
Ability mixes the compound that general formula I indicates in the creams bought on the market, when the mass fraction of sun screening compound is 10%
When, it is greater than 10 in the spf value that quartz glass substrate on piece measures；The compound that general formula I indicates is in methanol solution, the excitation that measures
The state service life is less than 2ps, there is the ability for quickly converting light energy into thermal energy.
Using the sun-proof molecule as sun-prevention component, mass fraction of the sun-proof molecule in sun-proof creams is 10%；It will
The creams prepared are with 2g/cm2Amount is uniformly applied on the quartz substrate for posting one layer of transparent medical adhesive tape of 3M, is passed through
SHIMADZ UV-2600 ultraviolet-visible absorption spectroscopy instrument carries out transmission spectrometry, calculates and knows that its spf value is greater than 10.
Beneficial effects of the present invention:
Sun-proof molecule provided by the invention has stronger absorbing ability in UVB wave band, while having and quickly turning luminous energy
The ability for turning to thermal energy is a kind of sun-proof molecule of UVB of relatively highly effective and safe.
The present invention is modified in the sun-proof molecule sinapic acid structure in naturally occurring plant, changes its extinction wave
Section enhances absorbing ability, while accelerating its speed for converting light energy into thermal energy, is a kind of sun-proof molecule of excellent performance.
Detailed description of the invention
Effective sun-prevention component molecular formula that cited suncream currently on the market contains in Fig. 1 background technique；
The schematic illustration of the MS of sun-proof molecule is prepared in Fig. 2 embodiment 1；
UV absorption spectrogram of the creams on quartz glass substrate is prepared in Fig. 3 embodiment 2；
Excitation state attenuation curve of the sun-proof molecule in methanol solution in Fig. 4 embodiment 3.
Specific embodiment
Embodiment is for further illustrating the present invention, but the present invention is not limited to embodiments.
Major experimental medicine source in embodiment is as follows:
Sinapic acid (purity >=98%) is purchased from Beijing lark prestige Science and Technology Ltd., Homosalate
(homosalate) it is purchased from Beijing Yi Nuokai Science and Technology Ltd., creams are that Nivea face cream is purchased from Jingdone district store.
Embodiment 1 (synthesis of suncream molecule):
As shown in Fig. 2, the structure of sun-proof molecule employed in embodiment is indicated with code name MS, burnt in the single port of 100ml
500mg sinapic acid, 10ml anhydrous methanol, the concentrated sulfuric acid of two drop mass concentrations 98% are added in bottle.Mixture is at 65 °
At a temperature of flow back 12 hours, after being cooled to room temperature, be evaporated reaction mixture with revolving instrument, dissolved with 50ml ethyl acetate remaining
Object, and cleaned 3 times with saturated sodium bicarbonate solution, it is then dry with anhydrous sodium sulfate, go out target product by pillar layer separation
MS.By nuclear-magnetism1H spectrum and13C spectrum proves that molecular structure is really MS.
Embodiment 2 (prepares sun-proof creams measurement spf value and compares the sun-proof result of business suncream molecule):
In the creams that the incorporation that the sun-proof molecule MS of synthesis and Homosalate (homosalate) are bought is bought, molecule
Mass fraction is 10%, is used magnetic stirrer 24 hours when being protected from light.Creams mixture is smeared after mixing evenly
On to the quartz glass plate for posting one layer of 3M adhesive tape (4*4cm), applying amount 2mg/cm2.After being protected from light dry half an hour, with having
The SHIMADZ UV-2600 ultraviolet-visible absorption spectroscopy instrument of 60mm integrating sphere carries out the measurement of absorption spectrum, absorption spectrum such as Fig. 3
Shown, the spf value of the sun-proof creams by calculating containing the sun-proof molecule of MS is 11, the SPF of the sun-proof creams containing Homosalate
Value is 3.2.
Embodiment 3 (sun-proof molecule transient absorption experiment):
The sun-proof molecule MS of synthesis is dissolved in methanol solution, mass fraction 10% is measured with the quartz colorimetric utensil of 1mm thickness
Its absorbance is 1.Then it carries out femtosecond transient absorption spectra and measures its Decay process of excited state.Excitation wavelength is 320nm, detection
Wavelength is 400-800nm.It is as shown in Figure 4 to measure its excitation state attenuation curve.Through over-fitting, lifetime of excited state is less than 2ps, i.e.,
This molecule can convert thermal energy for the luminous energy of absorption in 2ps.
Claims (6)
1. a kind of sun-proof molecule, it is characterised in that: shown in the general structure I of the sun-proof molecule:
In general formula I, R1、R2、R3Respectively H or alkyl, R4、R5、R6Respectively aryl or hetero atom substituents.
2. sun-proof molecule according to claim 1, it is characterised in that: R in the general formula I1、R2、R3When for alkyl, one
As be respectively C1~C20Alkyl, most preferably respectively C1~C10Alkyl；
R4、R5、R6It is generally respectively phenyl or C when for aryl7~C20Aryl, most preferably phenyl or C7~C10Aryl；
C7~C20Aryl be substituted-phenyl, substituent group C1~C14Alkyl；C7~C10Aryl be substituted-phenyl, take
Dai Jiwei C1~C4Alkyl；
R4、R5、R6When for hetero atom substituents, be sulfonic group, carboxyl, hydroxyl, halogen, methoxyl group, amino, amido, alkoxy,
Cyano or nitro.
3. a kind of application of sun-proof molecule as claimed in claim 1 or 2, it is characterised in that: the sun-proof molecule is to prepare skin anti-
Shine the application in externally applied drug.
4. the application of sun-proof molecule according to claim 3, it is characterised in that: sun-proof molecule is purple in 280-340nm wave band
Outside line has stronger absorption, and the lifetime of excited state measured in methanol solution is less than 2ps.
5. a kind of suncream containing sun-proof molecule as claimed in claim 1 or 2.
6. suncream according to claim 5, it is characterised in that: using sun-proof molecule of any of claims 1 or 2 as anti-
Ingredient is shone, mass fraction of the sun-proof molecule in sun-proof creams is 8-10%.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201711275528.XA CN109879758A (en) | 2017-12-06 | 2017-12-06 | A kind of sun-proof molecule and application and suncream |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201711275528.XA CN109879758A (en) | 2017-12-06 | 2017-12-06 | A kind of sun-proof molecule and application and suncream |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN109879758A true CN109879758A (en) | 2019-06-14 |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201711275528.XA Pending CN109879758A (en) | 2017-12-06 | 2017-12-06 | A kind of sun-proof molecule and application and suncream |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113061256A (en) * | 2021-04-13 | 2021-07-02 | 陕西师范大学 | Sinapic acid-polydopamine composite broad-spectrum light shielding agent and preparation method and application thereof |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6413017A (en) * | 1987-07-03 | 1989-01-17 | Pola Chem Ind Inc | Skin-beautifying cosmetic |
| CN105408301A (en) * | 2013-07-17 | 2016-03-16 | 北京北沃乐基生物医药科技有限公司 | Ultraviolet absorbent having better ultraviolet protection effect, and combination thereof |
| CN105434188A (en) * | 2015-12-29 | 2016-03-30 | 广州市科能化妆品科研有限公司 | Sunscreen cream and preparation method thereof |
-
2017
- 2017-12-06 CN CN201711275528.XA patent/CN109879758A/en active Pending
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6413017A (en) * | 1987-07-03 | 1989-01-17 | Pola Chem Ind Inc | Skin-beautifying cosmetic |
| CN105408301A (en) * | 2013-07-17 | 2016-03-16 | 北京北沃乐基生物医药科技有限公司 | Ultraviolet absorbent having better ultraviolet protection effect, and combination thereof |
| CN105434188A (en) * | 2015-12-29 | 2016-03-30 | 广州市科能化妆品科研有限公司 | Sunscreen cream and preparation method thereof |
Non-Patent Citations (1)
| Title |
|---|
| JACOB C. DEAN ET AL.: "Plant Sunscreens in the UV-B: Ultraviolet Spectroscopy of Jet-Cooled Sinapoyl Malate, Sinapic Acid, and Sinapate Ester Derivatives", 《JOURNAL OF THE AMERICAN CHEMICAL SOCIETY》 * |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113061256A (en) * | 2021-04-13 | 2021-07-02 | 陕西师范大学 | Sinapic acid-polydopamine composite broad-spectrum light shielding agent and preparation method and application thereof |
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Application publication date: 20190614 |